NPASS drugs

Drug Information

Drug ID:	NPD5294
Drug Name:
Molecular Formula:	C22H31N3O3
Canonical SMILES:	COc1ccccc1N1CCN(CC1)CCN1C(=O)CC2(CC1=O)CCCC2
Standard InCHI:	InChI=1S/C22H31N3O3/c1-28-19-7-3-2-6-18(19)24-13-10-23(11-14-24)12-15-25-20(26)16-22(17-21(25)27)8-4-5-9-22/h2-3,6-7H,4-5,8-17H2,1H3
Standard InCHIKey:	AYYCFGDXLUPJAQ-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5294

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	218
0.1-0.2	1390
0.2-0.3	8145
0.3-0.4	4447
0.4-0.5	12966
0.5-0.6	3245
0.6-0.7	461
0.7-0.8	18
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7697	NPC301163
Intermediate Similarity	0.75	NPC314659
Intermediate Similarity	0.7444	NPC473569
Intermediate Similarity	0.7443	NPC197335
Intermediate Similarity	0.743	NPC21425
Intermediate Similarity	0.7374	NPC87391
Intermediate Similarity	0.7268	NPC473004
Intermediate Similarity	0.72	NPC73280
Intermediate Similarity	0.7195	NPC9373
Intermediate Similarity	0.7181	NPC67904
Intermediate Similarity	0.7181	NPC138830
Intermediate Similarity	0.7143	NPC471648
Intermediate Similarity	0.7127	NPC473007
Intermediate Similarity	0.7095	NPC166169
Intermediate Similarity	0.7074	NPC100863
Intermediate Similarity	0.7044	NPC266425
Intermediate Similarity	0.7012	NPC308197
Intermediate Similarity	0.7005	NPC230313
Remote Similarity	0.6995	NPC262725
Remote Similarity	0.6989	NPC204970
Remote Similarity	0.6977	NPC471122
Remote Similarity	0.6975	NPC476475
Remote Similarity	0.6973	NPC473008
Remote Similarity	0.6961	NPC270301
Remote Similarity	0.6951	NPC476462
Remote Similarity	0.6936	NPC93653
Remote Similarity	0.6923	NPC250476
Remote Similarity	0.6915	NPC198401
Remote Similarity	0.6914	NPC471124
Remote Similarity	0.6909	NPC168750
Remote Similarity	0.6904	NPC82541
Remote Similarity	0.6882	NPC174629
Remote Similarity	0.6867	NPC260601
Remote Similarity	0.686	NPC315257
Remote Similarity	0.6855	NPC231382
Remote Similarity	0.6836	NPC33507
Remote Similarity	0.6821	NPC246140
Remote Similarity	0.6821	NPC195787
Remote Similarity	0.6818	NPC299582
Remote Similarity	0.6806	NPC112937
Remote Similarity	0.6806	NPC71124
Remote Similarity	0.6805	NPC242000
Remote Similarity	0.6793	NPC302235
Remote Similarity	0.679	NPC29650
Remote Similarity	0.6786	NPC189908
Remote Similarity	0.678	NPC472114
Remote Similarity	0.678	NPC472115
Remote Similarity	0.6755	NPC22476
Remote Similarity	0.6754	NPC161804
Remote Similarity	0.6748	NPC138365
Remote Similarity	0.6737	NPC243626
Remote Similarity	0.6717	NPC477160
Remote Similarity	0.6705	NPC257763
Remote Similarity	0.67	NPC77777
Remote Similarity	0.67	NPC159815
Remote Similarity	0.6685	NPC116096
Remote Similarity	0.6684	NPC5374
Remote Similarity	0.6684	NPC203972
Remote Similarity	0.6684	NPC254957
Remote Similarity	0.6684	NPC473422
Remote Similarity	0.6684	NPC470485
Remote Similarity	0.6683	NPC234772
Remote Similarity	0.6667	NPC473006
Remote Similarity	0.6667	NPC473005
Remote Similarity	0.6667	NPC473329
Remote Similarity	0.665	NPC305984
Remote Similarity	0.6633	NPC207971
Remote Similarity	0.6632	NPC138615
Remote Similarity	0.6632	NPC265642
Remote Similarity	0.6632	NPC218733
Remote Similarity	0.6632	NPC132874
Remote Similarity	0.663	NPC85613
Remote Similarity	0.6627	NPC204156
Remote Similarity	0.6617	NPC470481
Remote Similarity	0.6617	NPC470482
Remote Similarity	0.6614	NPC45389
Remote Similarity	0.6608	NPC324081
Remote Similarity	0.6602	NPC46259
Remote Similarity	0.6599	NPC268077
Remote Similarity	0.6583	NPC330683
Remote Similarity	0.6583	NPC329567
Remote Similarity	0.6579	NPC28510
Remote Similarity	0.6579	NPC470483
Remote Similarity	0.6576	NPC287152
Remote Similarity	0.6571	NPC74216
Remote Similarity	0.657	NPC250960
Remote Similarity	0.657	NPC71539
Remote Similarity	0.6566	NPC477161
Remote Similarity	0.6566	NPC225745
Remote Similarity	0.6566	NPC469560
Remote Similarity	0.6555	NPC266994
Remote Similarity	0.6548	NPC41216
Remote Similarity	0.6545	NPC180647
Remote Similarity	0.6541	NPC5167
Remote Similarity	0.6535	NPC10732
Remote Similarity	0.6534	NPC113946
Remote Similarity	0.6533	NPC478075
Remote Similarity	0.6522	NPC220560
Remote Similarity	0.6517	NPC191863
Remote Similarity	0.6517	NPC289776
Remote Similarity	0.6517	NPC133470
Remote Similarity	0.6515	NPC470484
Remote Similarity	0.6505	NPC288305
Remote Similarity	0.6505	NPC472163
Remote Similarity	0.6505	NPC288110
Remote Similarity	0.6503	NPC257390
Remote Similarity	0.6489	NPC102760
Remote Similarity	0.6488	NPC470301
Remote Similarity	0.6485	NPC471532
Remote Similarity	0.648	NPC127178
Remote Similarity	0.6477	NPC471649
Remote Similarity	0.6477	NPC29285
Remote Similarity	0.6473	NPC318525
Remote Similarity	0.6473	NPC10653
Remote Similarity	0.6471	NPC98197
Remote Similarity	0.6467	NPC473432
Remote Similarity	0.6467	NPC290069
Remote Similarity	0.6462	NPC223242
Remote Similarity	0.646	NPC218323
Remote Similarity	0.6457	NPC478076
Remote Similarity	0.6453	NPC264176
Remote Similarity	0.6453	NPC472098
Remote Similarity	0.6452	NPC39822
Remote Similarity	0.6452	NPC70092
Remote Similarity	0.6448	NPC139085
Remote Similarity	0.6448	NPC214626
Remote Similarity	0.6448	NPC251212
Remote Similarity	0.6446	NPC471123
Remote Similarity	0.6445	NPC257851
Remote Similarity	0.6444	NPC70172
Remote Similarity	0.6444	NPC24954
Remote Similarity	0.6441	NPC287757
Remote Similarity	0.6441	NPC319320
Remote Similarity	0.6429	NPC122886
Remote Similarity	0.6425	NPC219397
Remote Similarity	0.6425	NPC230942
Remote Similarity	0.6425	NPC222046
Remote Similarity	0.6425	NPC471825
Remote Similarity	0.6425	NPC315498
Remote Similarity	0.6425	NPC475609
Remote Similarity	0.6415	NPC311906
Remote Similarity	0.6414	NPC1464
Remote Similarity	0.6414	NPC474077
Remote Similarity	0.6409	NPC471652
Remote Similarity	0.6402	NPC139373
Remote Similarity	0.6389	NPC118511
Remote Similarity	0.6382	NPC473460
Remote Similarity	0.638	NPC283079
Remote Similarity	0.6379	NPC144691
Remote Similarity	0.6377	NPC303658
Remote Similarity	0.6374	NPC471651
Remote Similarity	0.6373	NPC127996
Remote Similarity	0.6369	NPC319645
Remote Similarity	0.6368	NPC471513
Remote Similarity	0.6364	NPC469732
Remote Similarity	0.6364	NPC119669
Remote Similarity	0.6364	NPC222524
Remote Similarity	0.6359	NPC184680
Remote Similarity	0.6359	NPC148183
Remote Similarity	0.6359	NPC96901
Remote Similarity	0.6359	NPC152768
Remote Similarity	0.6355	NPC476651
Remote Similarity	0.6354	NPC5630
Remote Similarity	0.6354	NPC474059
Remote Similarity	0.6354	NPC254700
Remote Similarity	0.6351	NPC231924
Remote Similarity	0.635	NPC87714
Remote Similarity	0.635	NPC14339
Remote Similarity	0.635	NPC475147
Remote Similarity	0.6339	NPC469915
Remote Similarity	0.6337	NPC205926
Remote Similarity	0.6337	NPC287208
Remote Similarity	0.6333	NPC472120
Remote Similarity	0.6333	NPC472101
Remote Similarity	0.6332	NPC311357
Remote Similarity	0.6331	NPC315051
Remote Similarity	0.633	NPC470785
Remote Similarity	0.6325	NPC132308
Remote Similarity	0.6325	NPC297584
Remote Similarity	0.6321	NPC203628
Remote Similarity	0.6321	NPC476436
Remote Similarity	0.6321	NPC1820
Remote Similarity	0.6319	NPC279527
Remote Similarity	0.6319	NPC314861
Remote Similarity	0.6319	NPC214960
Remote Similarity	0.6316	NPC323969
Remote Similarity	0.6308	NPC470821
Remote Similarity	0.6304	NPC85482
Remote Similarity	0.6302	NPC217294
Remote Similarity	0.6301	NPC469450
Remote Similarity	0.6298	NPC472923
Remote Similarity	0.6296	NPC124776
Remote Similarity	0.6291	NPC473458
Remote Similarity	0.6287	NPC308943
Remote Similarity	0.6284	NPC131977
Remote Similarity	0.6283	NPC116007
Remote Similarity	0.628	NPC471531
Remote Similarity	0.6278	NPC320064
Remote Similarity	0.6277	NPC283810
Remote Similarity	0.6272	NPC470707

Drug Structure

NPD5294 OpenBabel08211706322D 28 31 0 0 0 0 0 0 0 0999 V2000 4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 1.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 2.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 0.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 1.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 28 1 0 0 0 0 2 3 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 5 1 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 18 2 0 0 0 0 7 19 2 0 0 0 0 8 22 1 0 0 0 0 9 22 1 0 0 0 0 10 13 1 0 0 0 0 10 23 1 0 0 0 0 11 14 1 0 0 0 0 11 23 1 0 0 0 0 12 15 1 0 0 0 0 12 23 1 0 0 0 0 13 24 1 0 0 0 0 14 24 1 0 0 0 0 15 25 1 0 0 0 0 16 20 1 0 0 0 0 16 22 1 0 0 0 0 17 21 1 0 0 0 0 17 22 1 0 0 0 0 18 19 1 0 0 0 0 18 24 1 0 0 0 0 19 28 1 0 0 0 0 20 25 1 0 0 0 0 20 26 2 0 0 0 0 21 25 1 0 0 0 0 21 27 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003753
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	2419
ChEBI
CAS Number

Drug Properties

Molecular Weight	385.24
ALogP	-1.4655
MLogP	3.22
XLogP	2.826
HDA	5
HBD	0
Rotatable Bonds	6
TPSA	53.09
RO5 Violation	0